Top Tech Jobs & Startup Jobs in Chicago, IL

Own quality strategy and test coverage for life insurance underwriting decisioning. Design complex scenarios, validate rules engines and risk classifications, translate underwriting requirements into acceptance criteria, build automated API and data checks, investigate production discrepancies, and serve as the organization’s authority on underwriting correctness.

Provides customer and agent support for life insurance policy administration, including policy changes, loan processing, disbursements, claims-related requests, communications, reporting, and records maintenance. The role responds to inquiries across multiple channels, ensures regulatory and company-policy compliance, supports audits, maintains procedures, identifies process improvements, and collaborates with underwriting, claims, finance, engineering, and customer care teams on operational initiatives.

Own relationships, health, retention, and growth for enterprise carrier customers. Responsibilities include executive business reviews, performance reporting, escalation management, roadmap alignment, expansion opportunities, compliance documentation, audit responses, and cross-functional coordination with Product, Engineering, Implementation, Compliance, and Sales. The role also mentors Customer Success Associates and requires travel for solution workshops, leadership events, and customer reviews.

Analyze and transform cloud data using SQL, dbt, and Google Cloud; build automated pipelines, data visualizations, validation checks, unit tests, monitoring, and alerts. Partner with engineering teams and enterprise insurance clients to improve data quality, governance, automation, and decision-making. Communicate insights clearly, document technical work, develop insurance domain expertise, and contribute to collaborative reviews and on-call support.

Owns accounting support for the deal desk and quote-to-cash process at a SaaS company. Responsibilities include reviewing contracts for ASC 606 implications, advising Sales and Legal on deal structures, establishing approval workflows, translating contract terms into billing configurations, managing amendments and renewals, and partnering with Sales Operations, Finance, and Accounting. The role also supports commercial governance, SaaS metrics analysis, audit, and cross-functional training.

Own end-to-end product design for agent, wholesaler, and back-office insurance workflows. Conduct research, define problems, create user flows and Figma designs, build coded prototypes, validate solutions, and partner with engineering through implementation. Design integration experiences involving permissions, data imports, APIs, quoting, and status workflows. Contribute to design critiques and systems while balancing usability, trust, accuracy, compliance, technical constraints, and stakeholder needs in a regulated product environment.

Build and productionize traditional machine learning models, owning feature engineering, validation, deployment, monitoring, drift detection, and retraining. Develop LLM-powered agentic tools, dashboards, self-serve analytics products, and automated insight pipelines. Partner with engineering and business stakeholders, write production-grade Python and SQL, drive adoption, improve data quality, and establish responsible AI workflows for a regulated industry.

Build and scale Go backend services for agent quoting, configuration, and application submission. Design APIs and distributed systems, write unit and integration tests, resolve partner-specific issues, contribute to architecture, support production debugging, improve CI/CD automation, and use AI coding tools in daily engineering workflows. Collaborate with adjacent teams and mentor teammates through pairing and documentation.

Design, build, and operate backend services for Bestow’s insurance platform using Python, Go, Java, and PostgreSQL. Collaborate on technical decisions, integrations, carrier onboarding, and scalable platform capabilities. Mentor engineers through reviews and pairing, improve production reliability and observability, participate in on-call support, and communicate technical decisions in a remote-first environment. Use agentic AI coding tools daily and help establish effective AI-assisted development practices.

Build and scale Go backend services for agent quoting, configuration, and application submission. Partner with adjacent teams, resolve partner-specific edge cases, provide architectural leadership, write unit and integration tests, review code, and promote automation, CI/CD, and continuous improvement. The role expects daily use of AI coding tools and ownership of services across distributed systems and microservices environments.